Reaction #607480

Reaction equation

3-amino-5-bromo-1-methylpyridin-2(1H)-one

cyclopropanecarboxylic acid

HATU

DIPEA

→

102a

Yield 72.5%

N-(5-bromo-1-methyl-2-oxo-1,2-dihydropyridin-3-yl)cyclopropanecarboxamide

Yield 72.5%

Solvents

DCM

Conditions

Workup

1. 1
   OtherThe resulting mixture was evaporated under reduced pressure
2. 2
   Otherthe residue was purified on a silica-gel column chromatography
3. 3
   Washeluting with 20:1 DCM/methanol

Procedure

To a mixture of cyclopropanecarboxylic acid (180 mg, 2.0 mmol), HATU (570 mg, 1.5 mmol) and DIPEA (390 mg, 3.0 mmol) in DCM (8 mL) was added 3-amino-5-bromo-1-methylpyridin-2(1H)-one (230 mg, 1.12 mmol). The reaction mixture was stirred at 25° C. for 5 hours. The resulting mixture was evaporated under reduced pressure and the residue was purified on a silica-gel column chromatography eluting with 20:1 DCM/methanol to afford the 102a (220 mg, 72%). MS-ESI: [M+H]+ 270.1

Source